50702-03-9Relevant academic research and scientific papers
Lack of enhanced reactivity of α-nucleophiles in the Sn2 reactions of benzyl bromides and small α-effect in the Michael addition rection of amides to p-tolyl vinyl sulfone
Oae, Shigeru,Kadoma, Yoshito
, p. 293 - 300 (2007/10/03)
Both second-order rate constants of SN2 reactions on benzyl bromide and p-nitrobenzyl bromide with hydroxy nucleophiles and those of the Michael addition reactions of a few amines to p-tolyl vinyl sulfone have been determined. The values of kHOO-/kHO-for benzyl and p-nitrobenzyl bromide were very small, i.e., 1.3 and 1.2 respectively; in the SN2 reaction on sp3carbon this may be due to the lack of tight σ-bond formation at the transition state. A very small positive deviation from the Bronsted plots was observed in the Michael addition of hydrazine and other amines to p-tolyl vinyl sulfone. This may be due to the small β-value associated with the reaction.
β-Tosylethylamine: A Useful Reagent for Preparation of N-Protected Amides, Carbamates, and Related Compounds. Application to Synthesis of β-Lactams
DiPietro, Darren,Borzilleri, Robert M.,Weinreb, Steven M.
, p. 5856 - 5857 (2007/10/02)
Readily prepared β-tosylethylamine (3) can be used to synthesize N-tosylethyl (TSE)-protected amido compounds and β-lactams, which can be deprotected under mild conditions with potassium tert-butoxide.
Preparation of amines
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, (2008/06/13)
A process is provided for the preparation of amines via the desulfonylation of sulfonamides by means of sodium bis-(2-methoxyethoxy) aluminum hydride.
